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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 742631Generated: October 30, 2026

Water → HCID 53878501, compound

https://huagongshe.com/reaction/742631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 4-bromobutyrateHCID 76300—
Reactant2-(3-Cyano-3-(3,4-dichlorophenyl)propyl)oxytetrahydropyranHCID 15670807—
SolventDimethylformamideHCID 6228—
ProductHCID 53878501HCID 5387850148.9%

Reaction Steps

4.6 g of 60% NaH are added in small portions to a solution of 36 g of the above 3,4-dichloro-α-[(2-tetrahydropyranyloxy)ethyl]benzeneacetonitrile (prepared according to PREPARATION II (a)) in 100 ml of dimethylformamide. The reaction mixture is stirred for 3 hours at room temperature and cooled to 0° C. and 22.4 g of ethyl 4-bromobutyrate in 40 ml of dimethylformamide are then added. The reaction mixture is stirred for 3 hours at room temperature, poured into water and extracted with ether and the extract is washed with a saturated solution of NaCl, dried over Na2SO4 and concentrated under vacuum. The residue obtained is purified by chromatography on silica gel using toluene as the eluent to give 24 g of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05554763
Source datasetuspto-grants-1996_09
ORD IDord-4ed3f3374ee24fe88d34ed99a9021928
Source noteuspto-grants-1996_09